Oak Lawn Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Oak Lawn vacation rentals

Indoor pool

Aparthotel in Downtown Chicago

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (1,106 reviews)
"The kitchen was great and check-in was easy."
United States
Marshal
$126 nightly
The price is $148
Mar 19 - Mar 20
Total with taxes and fees
Sentral Michigan Avenue
Full-size fridge, microwave, oven, stovetop

Aparthotel in Downtown Chicago

Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (444 reviews)
"Great value, friendly staff"
United States
Marcus
$204 nightly
The price is $239
Apr 5 - Apr 6
Total with taxes and fees
Level Chicago – Old Town
Interior

Apartment in Downtown Chicago

River North Rooftop With In and Out Parking 3
9.6 out of 10, Exceptional, (4 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
$448 nightly
The price is $506
Mar 22 - Mar 23
Total with taxes and fees
River North Rooftop With In and Out Parking 3
Lounge

Aparthotel in Downtown Chicago

Kasa River North Chicago
4.0 star property
9.4 out of 10, Exceptional, (186 reviews)
"Nice area if you are renting a car, be aware that you would have to pay for street parking or go over a few blocks and park in a parking lot."
United States
Daysha
$203 nightly
The price is $239
Apr 12 - Apr 13
Total with taxes and fees
Kasa River North Chicago
TV, offices

Apartment in Downtown Chicago

Modern West Loop Gem-City Views & Prime Location 6
10.0 out of 10, Exceptional, (16 reviews)
"Great place"
United States
Daniel L.
$563 nightly
The price is $625
Mar 29 - Mar 30
Total with taxes and fees
Modern West Loop Gem-City Views & Prime Location 6
Exterior

Vacation Home in Oak Park

A quiet stay while you are away
9.8 out of 10, Exceptional, (34 reviews)
"Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again"
United States
Fred D.
$210 nightly
The price is $241
Apr 13 - Apr 14
Total with taxes and fees
A quiet stay while you are away
Property grounds

Vacation Home in Robertsdale

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
9.6 out of 10, Exceptional, (22 reviews)
"I had a fun stay "
United States
Jusu K.
$160 nightly
The price is $179
Mar 23 - Mar 24
Total with taxes and fees
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
TV, offices

Apartment in Downtown Chicago

Modern Comfort: 1BR Unit w/ Laundry
9.2 out of 10, Wonderful, (15 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
$178 nightly
The price is $198
Mar 23 - Mar 24
Total with taxes and fees
Modern Comfort: 1BR Unit w/ Laundry
Fridge, microwave, oven, stovetop

Apartment in Oak Park

Cozy, Comfortable and Convenient apartment. Close to everything!
9.8 out of 10, Exceptional, (73 reviews)
"Apartment is as advertised. Nicely stocked, large, clean, comfortable, nice natural light, quiet, great location, full size appliances, easy access. "
United States
Susan G.
$261 nightly
The price is $299
Mar 25 - Mar 26
Total with taxes and fees
Cozy, Comfortable and Convenient apartment. Close to everything!
Property grounds

Apartment in North Center

2-bedroom apartment just 2 minutes drive to Wrigley Field
9.6 out of 10, Exceptional, (61 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
$246 nightly
The price is $304
Mar 19 - Mar 20
Total with taxes and fees
2-bedroom apartment just 2 minutes drive to Wrigley Field
Fridge, microwave, oven, stovetop

Vacation Home in Westchester

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
9.8 out of 10, Exceptional, (20 reviews)
"Great place Great location "
United States
Josh W.
$393 nightly
The price is $420
Mar 19 - Mar 20
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Interior

Apartment in Near West Side

Your Perfect 2BR Home
8.4 out of 10, Very Good, (15 reviews)
"Great location! "
United States
Kourtney K.
$208 nightly
The price is $230
Mar 24 - Mar 25
Total with taxes and fees
Your Perfect 2BR Home
Exterior detail

Vacation Home in Oak Park

Oak Park Victorian by FLW Studio
10.0 out of 10, Exceptional, (29 reviews)
"Finding a good 3 br or 4 br option in and around OP / RF is challenging and if this one is available, jump on it. Functional plan, easy parking, great location and responsive owners. "
United States
Lawrence P.
$464 nightly
The price is $531
Mar 19 - Mar 20
Total with taxes and fees
Oak Park Victorian by FLW Studio
Fridge, microwave, oven, stovetop

Vacation Home in Worth

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
9.4 out of 10, Exceptional, (57 reviews)
"Home was exactly what we were needing fir our stay. Host was responsive and timely. "
United States
Stephanie H.
$305 nightly
The price is $326
Apr 12 - Apr 13
Total with taxes and fees
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Interior

Vacation Home in Oak Park

Chic 3bed 2bath Home with free parking close to United Center
9.8 out of 10, Exceptional, (18 reviews)
"Plenty of space for my family and loved the onsite free parking, that was helpful because we drove everywhere, just a 30 min drive into the heart of the city"
United States
Jessica T.
$590 nightly
The price is $675
Mar 19 - Mar 20
Total with taxes and fees
Chic 3bed 2bath Home with free parking close to United Center
Interior

Apartment in Oak Park

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
9.6 out of 10, Exceptional, (98 reviews)
"Cozy place, host was very helpful and responded quickly to all my concerns. I would definitely stay there again. "
United States
Deborah R.
$195 nightly
The price is $223
Apr 8 - Apr 9
Total with taxes and fees
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
TV, offices

Apartment in Downtown Chicago

Sun-Drenched 1BR Apartment
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
$178 nightly
The price is $198
Mar 19 - Mar 20
Total with taxes and fees
Sun-Drenched 1BR Apartment
Living area

Aparthotel in Lakeview

Wrigleyville Suites
2.0 star property
9.2 out of 10, Wonderful, (29 reviews)
"Very nice place to stay at. "
United States
ANDRO
$119 nightly
The price is $139
Mar 19 - Mar 20
Total with taxes and fees
Wrigleyville Suites
Smart TV

Vacation Home in Richton Park

Spacious 3br home near Chicago, fenced yard for pets
9.0 out of 10, Wonderful, (20 reviews)
"The location was perfect! The house very spacious, with more than enough room for my boys!"
United States
Carmen
$405 nightly
The price is $433
Mar 23 - Mar 24
Total with taxes and fees
Spacious 3br home near Chicago, fenced yard for pets
Interior

Vacation Home in Oak Park

Vintage Urban Retreat
10.0 out of 10, Exceptional, (14 reviews)
"The house was spotless and very comfortable for our needs. Best of all it was not far from our son’s home in River Forest which made going back and forth convenient."
United States
Beryl I.
$439 nightly
The price is $503
Mar 19 - Mar 20
Total with taxes and fees
Vintage Urban Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oak Lawn Hotel Reviews

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

8/10 Good
"It was nice. "
Troy 2-night trip
Posted 1 hour ago
Courtyard by Marriott Chicago Magnificent Mile

Find out more about Oak Lawn

Everything you need to know about Oak Lawn vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oak Lawn vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oak Lawn vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oak Lawn vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oak Lawn. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oak Lawn in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $106 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oak Lawn rentals

At Expedia, we put the best Oak Lawn vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oak Lawn rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oak Lawn vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oak Lawn. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Oak Lawn?

Yes, you can find vacation rentals in Oak Lawn close to Childrens Museum of Oak Lawn, or you can go with a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Oak Lawn. While you're here, grab a bite or have a drink at the bars.

What are some of the best vacation home rentals that Oak Lawn has to offer?

A Home Away From Home!: Visitors like this Oak Lawn vacation home rental. It offers a fireplace, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals are there in Oak Lawn?

Expedia has 9 vacation rentals for your stay in Oak Lawn.

What’s there to see and do in Oak Lawn?

Explore the area and cultural attractions such as Moraine Valley Community College Fine and Performing Arts Center, or visit a family-friendly sight such as Childrens Museum of Oak Lawn. In the larger area, you’ll find popular places like Michigan Avenue and Wrigley Field.

What’s a vacation rental in Oak Lawn like?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Oak Lawn. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a family trip.